US11499108B2ActiveUtilityA1

Complete removal of solids during hydrogen sulfide scavenging operations using a scavenger and a Michael acceptor

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Assignee: CHAMPIONX USA INCPriority: Jan 23, 2019Filed: Jan 21, 2020Granted: Nov 15, 2022
Est. expiryJan 23, 2039(~12.5 yrs left)· nominal 20-yr term from priority
C10L 3/103B01D 53/52C10L 2230/14B01D 2252/60C10L 2290/141B01D 53/1493C10G 70/06C10G 2300/202C10G 29/20C10G 2300/207C10G 29/24C10L 2290/545B01D 53/1468B01D 2257/304B01D 2257/306C10G 29/22C10L 2290/541B01D 2252/504B01D 2252/20489
53
PatentIndex Score
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Cited by
160
References
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Claims

Abstract

Disclosed herein are scavenging and antifouling compositions useful in applications relating to the production, transportation, storage, and separation of crude oil and natural gas. Also disclosed herein are methods of using the compositions as scavengers and antifoulants, particularly in applications relating to the production, transportation, storage, and separation of crude oil and natural gas.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A composition, comprising:
 a Michael acceptor, 
 a scavenging compound, and 
 an anaerobic polymerization inhibitor, 
 wherein the scavenging compound comprises formaldehyde and/or a formaldehyde equivalent, and wherein the Michael acceptor comprises an α,β-unsaturated ester. 
 
     
     
       2. The composition of  claim 1 , wherein the Michael acceptor comprises the following structure: 
       
         
           
           
               
               
           
         
       
       wherein R is selected from H, methyl, or ethyl and n is a number from 1 to 10. 
     
     
       3. The composition of  claim 1 , wherein the α,β-unsaturated ester is selected from the group consisting of an ethoxylated ester, a propoxylated ester, an acrylate ester, and any combination thereof. 
     
     
       4. The composition of  claim 1 , wherein the α,β-unsaturated ester is selected from the group consisting of a mono-ethoxylate of acrylic acid, a di-ethoxylate of acrylic acid, a tri-ethoxylate of acrylic acid, a mono-propoxylate of acrylic acid, a di-propoxylate of acrylic acid, a tri-propoxylate of acrylic acid, and any combination thereof. 
     
     
       5. The composition of  claim 1 , wherein the α,β-unsaturated ester is selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, propyl hydroxyl ester, hydroxyl butyl acrylate, hydroxyl ethyl acrylate, and any combination thereof. 
     
     
       6. The composition of  claim 1 , wherein the formaldehyde equivalent comprises an alkyl hemiformal compound and/or an alkanol hemiformal compound. 
     
     
       7. The composition of  claim 1 , wherein the formaldehyde equivalent comprises the following structure: 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , and R 3  are each independently selected from the group consisting of hydrogen, alkylenyl, alkenylenyl, alkynylenyl, alkyl, alkenyl, and alkynyl, wherein said alkylenyl, alkenylenyl, alkynylenyl, alkyl, alkenyl, and alkynyl are each independently, at each occurrence, substituted or unsubstituted with one or more suitable substituents; 
         k, l, and m are each independently an integer selected from the group consisting of 0 to 25, wherein k+l+m is >0; and 
         x, y, and z are each independently an integer selected from the group consisting of 0 and 1, wherein x+y+z is 1, 2, or 3; 
         provided that:
 when x is 0, R 1  is hydrogen, alkyl, alkenyl, or alkynyl; and when x is 1, R 1  is alkylenyl, alkenylenyl, or alkynylenyl; 
 when y is 0, R 2  is hydrogen, alkyl, alkenyl, or alkynyl; and when y is 1, R 2  is alkylenyl, alkenylenyl, or alkynylenyl; 
 when z is 0, R 3  is hydrogen, alkyl, alkenyl, or alkynyl; and when z is 1, R 3  is alkylenyl, alkenylenyl, or alkynylenyl; and 
 when x is 1, y is 1, z is 1, k is 1, l is 1, and m is 1, then R 1 , R 2 , and R 3  are not simultaneously unsubstituted C 2 -alkylenyl. 
 
       
     
     
       8. The composition of  claim 7 , wherein x+y+z is 3, and R 1 , R 2 , and R 3  are each selected from the group consisting of alkylenyl, C 2 -alkylenyl, unsubstituted C 2 -alkylenyl, and any combination thereof. 
     
     
       9. The composition of  claim 7 , wherein x is 1, y is 1, z is 0, R 1  and R 2  are each alkylenyl, and R 3  is alkyl. 
     
     
       10. The composition of  claim 7 , wherein x is 1, y is 1, z is 0, R 1  and R 2  are each alkylenyl, and R 3  is hydrogen. 
     
     
       11. The composition of  claim 7 , wherein the formaldehyde equivalent comprises the following formula (II), 
       
         
           
           
               
               
           
         
         wherein 
         R 3  is selected from the group consisting of hydrogen, alkylenyl, alkenylenyl, alkynylenyl, alkyl, alkenyl, and alkynyl, wherein said alkylenyl, alkenylenyl, alkynylenyl, alkyl, alkenyl, and alkynyl are each independently substituted or unsubstituted with one or more suitable substituents; 
         k, l, and m are each independently an integer selected from the group consisting of 0 to 25, wherein k+l+m is >0; and 
         z is 0 or 1; 
         provided that: 
         when z is 1, R 3  is alkylenyl, alkenylenyl, or alkynylenyl; 
         when z is 0, R 3  is hydrogen, alkyl, alkenyl, or alkynyl; and 
         when z is 1, k is 1, l is 1, and m is 1, then R 3  is not an unsubstituted C 2 -alkylenyl 
       
       
         
           
           
               
               
           
         
       
     
     
       12. The composition of  claim 1 , wherein the anaerobic polymerization inhibitor comprises a member selected from the group consisting of 4-hydroxy-2,2,6,6-tetramethyl piperidinoxyl
 (HTMPO), phenothiazine, and any combination thereof. 
 
     
     
       13. The composition of  claim 1 , wherein the composition comprises from about 1 to about 35 weight % of the Michael acceptor and about 1 to about 80 weight % of the formaldehyde and/or formaldehyde equivalent. 
     
     
       14. The composition of  claim 1 , wherein the composition comprises from about 1 to about 35 weight % of the Michael acceptor, from about 1 to about 80 weight % of the formaldehyde or formaldehyde equivalent, and from about 10 ppm to about 10,000 ppm of the anaerobic polymerization inhibitor. 
     
     
       15. The composition of  claim 1 , further comprising from about 1 to about 20 weight % of triethanolamine. 
     
     
       16. The composition of  claim 1 , wherein the composition comprises the formaldehyde equivalent and further comprises a glycol ether solvent, triethanolamine, and hydroxyl ethyl acrylate, wherein the formaldehyde equivalent is an alkanol hemiformal. 
     
     
       17. The composition of  claim 1 , wherein the composition comprises the formaldehyde and further comprises water and optionally methanol. 
     
     
       18. The composition of  claim 1 , wherein the composition is anhydrous. 
     
     
       19. A method of scavenging hydrogen sulfide, comprising:
 adding the composition of  claim 1  to a fluid or gas comprising the hydrogen sulfide and allowing the composition to react with the hydrogen sulfide, thereby scavenging the hydrogen sulfide.

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